# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 00:32:56 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[(2S)-2-(methylamino)propyl]benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@@H](C)Cc1cc(OCc2ccc3c(C)cc(N)nc3c2)cc(c1)C#N
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 8FD  8FD  3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[(2S)-2-(methylamino)propyl]benzonitrile  ligand  51  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8FD
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 8FD  N28  N  NS    0  -0.251   4.7067  -3.8504  -2.0605
 8FD  C27  C  CSP   0   0.051   4.2272  -2.9925  -1.4590
 8FD  C23  C  CR6   0   0.056   3.6364  -1.9278  -0.7116
 8FD  C24  C  CR16  0  -0.328   4.4564  -1.0565  -0.0093
 8FD  C25  C  CR6   0   0.133   3.8816  -0.0151   0.7195
 8FD  C31  C  CH2   0  -0.502   4.7525   0.9627   1.4569
 8FD  C32  C  CH1   0  -0.065   5.4948   1.9321   0.5289
 8FD  C33  C  CH3   0  -0.670   6.3883   2.8467   1.3562
 8FD  N34  N  NH1   0  -0.592   4.5300   2.7030  -0.2396
 8FD  C35  C  CH3   0  -0.526   5.1211   3.5231  -1.2789
 8FD  C22  C  CR16  0  -0.400   2.2446  -1.8011  -0.7096
 8FD  C21  C  CR6   0   0.427   1.6774  -0.7704   0.0267
 8FD  C26  C  CR16  0  -0.388   2.5023   0.1154   0.7277
 8FD  O13  O  O2    0  -0.465   0.3578  -0.5443   0.1247
 8FD  C12  C  CH2   0  -0.280  -0.5442  -1.4257  -0.5352
 8FD  C08  C  CR6   0   0.097  -1.9287  -1.0322  -0.1198
 8FD  C09  C  CR16  0  -0.364  -2.7748  -0.3956  -0.9928
 8FD  C07  C  CR16  0  -0.286  -2.3580  -1.3074   1.1938
 8FD  C06  C  CR16  0  -0.323  -3.6160  -0.9448   1.5983
 8FD  C05  C  CR66  0   0.012  -4.5006  -0.2915   0.7173
 8FD  C04  C  CR6   0   0.213  -5.8236   0.1071   1.0884
 8FD  C11  C  CH3   0  -0.751  -6.3457  -0.1595   2.4643
 8FD  C03  C  CR16  0  -0.448  -6.5866   0.7347   0.1536
 8FD  C02  C  CR6   0   0.450  -6.0678   0.9715  -1.1562
 8FD  N02  N  NH2   0  -0.838  -6.8379   1.6321  -2.0562
 8FD  N01  N  N     0  -0.513  -4.8607   0.6077  -1.5179
 8FD  C10  C  CR66  0   0.229  -4.0780  -0.0117  -0.6036
 8FD  H1   H  HCR6  0   0.272   5.5306  -1.1892  -0.0266
 8FD  H2   H  HCH2  0   0.246   4.1486   1.5395   2.1624
 8FD  H3   H  HCH2  0   0.256   5.4939   0.4153   2.0440
 8FD  H4   H  HCH1  0   0.198   6.1471   1.3354  -0.1337
 8FD  H5   H  HCH3  0   0.237   7.0085   3.4871   0.7298
 8FD  H6   H  HCH3  0   0.221   5.7872   3.4867   2.0053
 8FD  H7   H  HCH3  0   0.231   7.0606   2.2595   1.9824
 8FD  H8   H  HNH1  0   0.350   3.8840   2.0626  -0.6850
 8FD  H10  H  HCH3  0   0.225   5.6717   4.3608  -0.8500
 8FD  H11  H  HCH3  0   0.193   5.8118   2.9788  -1.9388
 8FD  H12  H  HCH3  0   0.234   4.3300   3.9428  -1.8998
 8FD  H13  H  HCR6  0   0.305   1.6476  -2.5039  -1.2732
 8FD  H14  H  HCR6  0   0.273   2.0406   0.9168   1.2924
 8FD  H15  H  HCH2  0   0.252  -0.4243  -1.3537  -1.6207
 8FD  H16  H  HCH2  0   0.247  -0.3439  -2.4612  -0.2408
 8FD  H17  H  HCR6  0   0.251  -2.4588  -0.1747  -2.0060
 8FD  H18  H  HCR6  0   0.253  -1.6949  -1.8171   1.8819
 8FD  H19  H  HCR6  0   0.257  -3.9314  -1.1681   2.6094
 8FD  H20  H  HCH3  0   0.256  -6.3489  -1.2285   2.6836
 8FD  H21  H  HCH3  0   0.256  -5.7246   0.3203   3.2224
 8FD  H22  H  HCH3  0   0.261  -7.3630   0.2095   2.5796
 8FD  H23  H  HCR6  0   0.266  -7.5918   1.0611   0.3912
 8FD  H24  H  HNH2  0   0.396  -7.8304   1.6809  -1.9027
 8FD  H25  H  HNH2  0   0.387  -6.5522   1.6049  -3.0208

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 8FD  C11  C04  single    1.496  0.020  1.496
 8FD  C04  C03  aromatic  1.360  0.020  1.360
 8FD  C04  C05  aromatic  1.431  0.020  1.431
 8FD  C03  C02  aromatic  1.429  0.020  1.429
 8FD  C06  C05  aromatic  1.409  0.020  1.409
 8FD  C06  C07  aromatic  1.370  0.020  1.370
 8FD  C05  C10  aromatic  1.415  0.020  1.415
 8FD  N28  C27  triple    1.152  0.020  1.152
 8FD  C07  C08  aromatic  1.409  0.020  1.409
 8FD  C02  N02  single    1.356  0.020  1.356
 8FD  C02  N01  aromatic  1.312  0.020  1.312
 8FD  C27  C23  single    1.429  0.020  1.429
 8FD  C10  N01  aromatic  1.354  0.020  1.354
 8FD  C10  C09  aromatic  1.413  0.020  1.413
 8FD  C22  C23  aromatic  1.398  0.020  1.398
 8FD  C22  C21  aromatic  1.388  0.020  1.388
 8FD  C08  C09  aromatic  1.372  0.020  1.372
 8FD  C08  C12  single    1.498  0.020  1.498
 8FD  O13  C21  single    1.342  0.020  1.342
 8FD  O13  C12  single    1.423  0.020  1.423
 8FD  C23  C24  aromatic  1.387  0.020  1.387
 8FD  C21  C26  aromatic  1.399  0.020  1.399
 8FD  C24  C25  aromatic  1.395  0.020  1.395
 8FD  C26  C25  aromatic  1.386  0.020  1.386
 8FD  C25  C31  single    1.503  0.020  1.503
 8FD  C33  C32  single    1.523  0.020  1.523
 8FD  C32  C31  single    1.534  0.020  1.534
 8FD  C32  N34  single    1.454  0.020  1.454
 8FD  C35  N34  single    1.450  0.020  1.450
 8FD  C24  H1   single    0.930  0.020  1.080
 8FD  C31  H2   single    0.970  0.020  1.090
 8FD  C31  H3   single    0.970  0.020  1.090
 8FD  C32  H4   single    0.970  0.020  1.090
 8FD  C33  H5   single    0.970  0.020  1.090
 8FD  C33  H6   single    0.970  0.020  1.090
 8FD  C33  H7   single    0.970  0.020  1.090
 8FD  N34  H8   single    0.890  0.020  1.040
 8FD  C35  H10  single    0.970  0.020  1.090
 8FD  C35  H11  single    0.970  0.020  1.090
 8FD  C35  H12  single    0.970  0.020  1.090
 8FD  C22  H13  single    0.930  0.020  1.080
 8FD  C26  H14  single    0.930  0.020  1.080
 8FD  C12  H15  single    0.970  0.020  1.090
 8FD  C12  H16  single    0.970  0.020  1.090
 8FD  C09  H17  single    0.930  0.020  1.080
 8FD  C07  H18  single    0.930  0.020  1.080
 8FD  C06  H19  single    0.930  0.020  1.080
 8FD  C11  H20  single    0.970  0.020  1.090
 8FD  C11  H21  single    0.970  0.020  1.090
 8FD  C11  H22  single    0.970  0.020  1.090
 8FD  C03  H23  single    0.930  0.020  1.080
 8FD  N02  H24  single    0.890  0.020  1.040
 8FD  N02  H25  single    0.890  0.020  1.040

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 8FD  C23  C27  N28  180.00  3.000
 8FD  C22  C23  C24  122.07  3.000
 8FD  C24  C23  C27  119.23  3.000
 8FD  C22  C23  C27  118.69  3.000
 8FD  H1   C24  C25  120.58  3.000
 8FD  H1   C24  C23  120.10  3.000
 8FD  C25  C24  C23  119.32  3.000
 8FD  C26  C25  C31  120.84  3.000
 8FD  C31  C25  C24  120.22  3.000
 8FD  C26  C25  C24  118.92  3.000
 8FD  H3   C31  H2   107.00  3.000
 8FD  H3   C31  C32  108.26  3.000
 8FD  H2   C31  C32  108.93  3.000
 8FD  H3   C31  C25  109.32  3.000
 8FD  H2   C31  C25  109.87  3.000
 8FD  C32  C31  C25  113.26  3.000
 8FD  H4   C32  N34  111.16  3.000
 8FD  H4   C32  C33  107.68  3.000
 8FD  N34  C32  C33  110.97  3.000
 8FD  H4   C32  C31  107.89  3.000
 8FD  N34  C32  C31  109.49  3.000
 8FD  C33  C32  C31  109.56  3.000
 8FD  H7   C33  H6   108.28  3.000
 8FD  H7   C33  H5   107.19  3.000
 8FD  H6   C33  H5   108.10  3.000
 8FD  H7   C33  C32  110.51  3.000
 8FD  H6   C33  C32  110.61  3.000
 8FD  H5   C33  C32  112.01  3.000
 8FD  H8   N34  C35  107.60  3.000
 8FD  H8   N34  C32  108.68  3.000
 8FD  C35  N34  C32  114.08  3.000
 8FD  H12  C35  H11  107.74  3.000
 8FD  H12  C35  H10  107.15  3.000
 8FD  H11  C35  H10  107.42  3.000
 8FD  H12  C35  N34  109.29  3.000
 8FD  H11  C35  N34  113.97  3.000
 8FD  H10  C35  N34  111.00  3.000
 8FD  H13  C22  C21  122.27  3.000
 8FD  H13  C22  C23  119.37  3.000
 8FD  C21  C22  C23  118.36  3.000
 8FD  O13  C21  C26  115.88  3.000
 8FD  C26  C21  C22  119.68  3.000
 8FD  O13  C21  C22  124.44  3.000
 8FD  H14  C26  C21  118.57  3.000
 8FD  H14  C26  C25  119.80  3.000
 8FD  C21  C26  C25  121.63  3.000
 8FD  C12  O13  C21  119.00  3.000
 8FD  H16  C12  H15  107.99  3.000
 8FD  H16  C12  C08  110.05  3.000
 8FD  H15  C12  C08  111.03  3.000
 8FD  H16  C12  O13  110.19  3.000
 8FD  H15  C12  O13  110.47  3.000
 8FD  C08  C12  O13  107.13  3.000
 8FD  C07  C08  C09  119.72  3.000
 8FD  C09  C08  C12  121.01  3.000
 8FD  C07  C08  C12  119.26  3.000
 8FD  H17  C09  C10  118.09  3.000
 8FD  H17  C09  C08  120.62  3.000
 8FD  C10  C09  C08  121.29  3.000
 8FD  H18  C07  C06  119.94  3.000
 8FD  H18  C07  C08  119.84  3.000
 8FD  C06  C07  C08  120.21  3.000
 8FD  H19  C06  C05  119.78  3.000
 8FD  H19  C06  C07  119.25  3.000
 8FD  C05  C06  C07  120.97  3.000
 8FD  C10  C05  C04  117.60  3.000
 8FD  C10  C05  C06  119.20  3.000
 8FD  C04  C05  C06  123.20  3.000
 8FD  C03  C04  C11  121.25  3.000
 8FD  C03  C04  C05  117.97  3.000
 8FD  C11  C04  C05  120.79  3.000
 8FD  H22  C11  H21  108.02  3.000
 8FD  H22  C11  H20  107.95  3.000
 8FD  H21  C11  H20  107.02  3.000
 8FD  H22  C11  C04  111.31  3.000
 8FD  H21  C11  C04  111.23  3.000
 8FD  H20  C11  C04  111.13  3.000
 8FD  H23  C03  C02  119.22  3.000
 8FD  H23  C03  C04  120.59  3.000
 8FD  C02  C03  C04  120.20  3.000
 8FD  N01  C02  N02  118.34  3.000
 8FD  N01  C02  C03  122.76  3.000
 8FD  N02  C02  C03  118.88  3.000
 8FD  H25  N02  H24  115.33  3.000
 8FD  H25  N02  C02  117.49  3.000
 8FD  H24  N02  C02  118.87  3.000
 8FD  C10  N01  C02  118.22  3.000
 8FD  N01  C10  C05  123.26  3.000
 8FD  N01  C10  C09  118.13  3.000
 8FD  C05  C10  C09  118.61  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 8FD  CONST_01  C26  C21  C22  C23    0.00   0.0  0
 8FD  CONST_02  C26  C25  C24  C23    0.00   0.0  0
 8FD  CONST_03  C21  C22  C23  C24    0.00   0.0  0
 8FD  CONST_04  C21  C26  C25  C24    0.00   0.0  0
 8FD  CONST_05  C22  C23  C24  C25    0.00   0.0  0
 8FD  CONST_06  C22  C21  C26  C25    0.00   0.0  0
 8FD  CONST_07  C05  C06  C07  C08    0.00   0.0  0
 8FD  CONST_08  C05  C10  C09  C08    0.00   0.0  0
 8FD  CONST_09  N01  C10  C09  C08  180.00   0.0  0
 8FD  CONST_10  C04  C05  C10  C09  180.00   0.0  0
 8FD  CONST_11  C06  C05  C10  C09    0.00   0.0  0
 8FD  CONST_12  C02  N01  C10  C09  180.00   0.0  0
 8FD  CONST_13  C06  C07  C08  C09    0.00   0.0  0
 8FD  CONST_14  C04  C05  C06  C07  180.00   0.0  0
 8FD  CONST_15  C10  C05  C06  C07    0.00   0.0  0
 8FD  CONST_16  C10  C09  C08  C07    0.00   0.0  0
 8FD  CONST_17  C03  C04  C05  C06  180.00   0.0  0
 8FD  CONST_18  N01  C10  C05  C06  180.00   0.0  0
 8FD  CONST_19  C02  C03  C04  C05    0.00   0.0  0
 8FD  CONST_20  C02  N01  C10  C05    0.00   0.0  0
 8FD  CONST_21  N01  C02  C03  C04    0.00   0.0  0
 8FD  CONST_22  N01  C10  C05  C04    0.00   0.0  0
 8FD  CONST_23  C10  C05  C04  C03    0.00   0.0  0
 8FD  CONST_24  C10  N01  C02  C03    0.00   0.0  0
 8FD  CONST_25  C21  C22  C23  C27  180.00   0.0  0
 8FD  CONST_26  C25  C24  C23  C27  180.00   0.0  0
 8FD  CONST_27  O13  C21  C22  C23  180.00   0.0  0
 8FD  CONST_28  C31  C25  C24  C23  180.00   0.0  0
 8FD  CONST_29  O13  C21  C26  C25  180.00   0.0  0
 8FD  CONST_30  C21  C26  C25  C31  180.00   0.0  0
 8FD  CONST_31  C06  C07  C08  C12  180.00   0.0  0
 8FD  CONST_32  C10  C09  C08  C12  180.00   0.0  0
 8FD  CONST_33  C11  C04  C05  C06    0.00   0.0  0
 8FD  CONST_34  N02  C02  C03  C04  180.00   0.0  0
 8FD  CONST_35  C02  C03  C04  C11  180.00   0.0  0
 8FD  CONST_36  C10  C05  C04  C11  180.00   0.0  0
 8FD  CONST_37  C10  N01  C02  N02  180.00   0.0  0
 8FD  CONST_38  H13  C22  C23  C24  180.00   0.0  0
 8FD  CONST_39  H14  C26  C25  C24  180.00   0.0  0
 8FD  CONST_40  H1   C24  C23  C22  180.00   0.0  0
 8FD  CONST_41  H19  C06  C07  C08  180.00   0.0  0
 8FD  CONST_42  H18  C07  C08  C09  180.00   0.0  0
 8FD  CONST_43  H17  C09  C08  C07  180.00   0.0  0
 8FD  CONST_44  H23  C03  C04  C05  180.00   0.0  0
 8FD  CONST_46  H25  N02  C02  C03  180.00   0.0  0
 8FD  Var_01    C32  C31  C25  C24   72.22  30.0  2
 8FD  Var_02    C08  C12  O13  C21  173.34  30.0  3
 8FD  Var_03    C07  C08  C12  O13  -71.68  30.0  2
 8FD  Var_04    H20  C11  C04  C05  -59.84  30.0  2
 8FD  Var_05    H10  C35  N34  C32  -70.68  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 8FD  chir_01  C32  C33  C31  N34  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 8FD  plan-1  N28  0.020
 8FD  plan-1  C27  0.020
 8FD  plan-1  C23  0.020
 8FD  plan-1  C24  0.020
 8FD  plan-1  C25  0.020
 8FD  plan-1  C31  0.020
 8FD  plan-1  C22  0.020
 8FD  plan-1  C21  0.020
 8FD  plan-1  C26  0.020
 8FD  plan-1  O13  0.020
 8FD  plan-1  H1   0.020
 8FD  plan-1  H13  0.020
 8FD  plan-1  H14  0.020
 8FD  plan-2  C12  0.020
 8FD  plan-2  C08  0.020
 8FD  plan-2  C09  0.020
 8FD  plan-2  C07  0.020
 8FD  plan-2  C06  0.020
 8FD  plan-2  C05  0.020
 8FD  plan-2  C04  0.020
 8FD  plan-2  C11  0.020
 8FD  plan-2  C03  0.020
 8FD  plan-2  C02  0.020
 8FD  plan-2  N02  0.020
 8FD  plan-2  N01  0.020
 8FD  plan-2  C10  0.020
 8FD  plan-2  H17  0.020
 8FD  plan-2  H18  0.020
 8FD  plan-2  H19  0.020
 8FD  plan-2  H23  0.020
 8FD  plan-3  C02  0.020
 8FD  plan-3  N02  0.020
 8FD  plan-3  H24  0.020
 8FD  plan-3  H25  0.020

